Aristolochene Explained

Aristolochene is a bicyclic sesquiterpene produced by certain fungi including the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by aristolochene synthase and is the parent hydrocarbon of a large variety of fungal toxins.[1]

The substance was first isolated from Penicillium roqueforti, a fungus used to make blue cheeses like Roquefort, Danish Blue, Stilton cheese and gorgonzola.

Aristolochene is a precursor to PR toxin, a toxic chemical made in large amounts by Penicillium roqueforti.[2] PR toxin has been implicated in incidents of mycotoxicoses resulting from eating contaminated grains.[3]

Related Compounds

Notes and References

  1. http://www.pharmacy.arizona.edu/faculty/moorelab/classes/chem549/terpenes.pdf Terpene Biosynthesis
  2. Proctor RH, Hohn TM . Aristolochene synthase. Isolation, characterization, and bacterial expression of a sesquiterpenoid biosynthetic gene (Ari1) from Penicillium roqueforti . J. Biol. Chem. . 268 . 6 . 4543–8 . February 1993 . 10.1016/S0021-9258(18)53644-9 . 8440737 . free .
  3. Chen FC, Chen CF, Wei RD . Acute toxicity of PR toxin, a mycotoxin from Penicillium roqueforti . Toxicon . 20 . 2 . 433–41 . 1982 . 7080052 . 10.1016/0041-0101(82)90006-X.